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Monroe Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Monroe vacation rentals

A modern kitchen with white cabinets, a dining area with wooden chairs, a large window, and a view of the city.

1. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (115 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
The price is ￥26,211
￥39,703 total
includes taxes & fees
Nov 23 - Nov 24
DUNE Fairfield Beach
A modern living room with hardwood flooring, a leather sofa, a round coffee table, and a wooden side table. There is a dining area with a table and chairs visible in the background.

2. Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
Shelton
The price is ￥24,237
￥71,215 total
includes taxes & fees
Nov 2 - Nov 3
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
A white house with a wooden staircase leading to a porch.

3. Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (38 reviews)
"Great place. Had everything we needed and was very clean."
United States
Niki B.
The price is ￥16,222
￥21,791 total
includes taxes & fees
Nov 2 - Nov 3
Cozy One Bedroom Apartment Centrally Located in Southbury
A bedroom with a large arched window, a bed, a bedside table with a lamp, and a small seating area with cushions and a plant.

4. Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Downtown Bridgeport
9.4 out of 10, Exceptional, (19 reviews)
"The accommodations were incredible. The host provided many helpful materials that made the stay very comfortable. The apartment was very cute and had nice amenities for the guests that go above any beyond what a hotel can provide."
United States
Bailey
The price is ￥12,382
￥24,583 total
includes taxes & fees
Oct 27 - Oct 28
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
A workspace with a desktop computer, a printer, and a chair.

5. Sunny 1 Full Bed ADA|Free parking

Sunny 1 Full Bed ADA|Free parking
MILFORD
10.0 out of 10, Exceptional, (4 reviews)
"Pool was clean and just right for a quick swim."
United States
Anonymous traveler
The price is ￥10,716
￥12,323 total
includes taxes & fees
Nov 2 - Nov 3
Sunny 1 Full Bed ADA|Free parking
A modern living room with a grey sofa, a glass coffee table, and large windows offering views of the street.

6. Centric property close to all the great things in the city

Centric property close to all the great things in the city
Brooklawn - St. Vincent
6.8 out of 10, (18 reviews)
"This rental was great accommodation"
United States
Alma B.
The price is ￥24,685
￥41,789 total
includes taxes & fees
Oct 26 - Oct 27
Centric property close to all the great things in the city
A swimming pool at night with blue lighting.

7. Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (60 reviews)
"Definitely clean - good place for an overnight stay."
United States
Kimberly
The price is ￥14,106
￥23,862 total
includes taxes & fees
Oct 25 - Oct 26
Business or Weekend escape
A modern kitchen with white cabinets, a black countertop, and a dining area with a table and chairs.

8. Private Apartment in Southbury 102

Private Apartment in Southbury 102
Southbury
9.2 out of 10, Wonderful, (7 reviews)
"Over all a great place. Nice to have everything on one floor. Dogs loved it. Some businesses in the building and everyone is friendly!"
United States
Debbie P.
The price is ￥17,554
￥39,582 total
includes taxes & fees
Nov 2 - Nov 3
Private Apartment in Southbury 102
A modern living room with a sofa, a coffee table with decorative items, and a large window with curtains.

9. Luxury Designer 2 bedroom+office/3bed vacation home.

Luxury Designer 2 bedroom+office/3bed vacation home.
Brooklawn - St. Vincent
9.6 out of 10, Exceptional, (27 reviews)
"Very accurate description of listing - host was very responsive. Would stay again!"
United States
Anonymous traveler
The price is ￥23,196
￥66,171 total
includes taxes & fees
Nov 1 - Nov 2
Luxury Designer 2 bedroom+office/3bed vacation home.
A kitchen with white cabinets, a black refrigerator, a double sink, and a window overlooking a wooded area.

10. Serene Country Cottage

Serene Country Cottage
Woodbridge
8.0 out of 10, Very good, (11 reviews)
"We had a great one night stay here! The place is really cute, clean and comfortable. One of the greatest parts about the stay was the host, Trent. He was welcoming and VERY responsive to questions! "
United States
felicia
The price is ￥19,952
￥33,760 total
includes taxes & fees
Nov 17 - Nov 18
Serene Country Cottage
A view through a window with a clear sky and lush greenery outside.

11. Private Apartment in Southbury 101

Private Apartment in Southbury 101
Southbury
9.6 out of 10, Exceptional, (7 reviews)
"The apartment was nice, big area, loved this rental."
United States
Marissa G.
The price is ￥19,435
￥41,902 total
includes taxes & fees
Nov 2 - Nov 3
Private Apartment in Southbury 101
A modern kitchen with a white refrigerator, a stove, and a sink. There are four wicker chairs around a white table.

12. Renovated 2BR Retreat / Modern Comforts Included

Renovated 2BR Retreat / Modern Comforts Included
West End - West Side
10.0 out of 10, Exceptional, (3 reviews)
"We had an awesome time staying Here Everything was super clean And the communication with the host was great we would greatly recommend would definitely stay again!"
United States
Anonymous traveler
The price is ￥18,431
￥47,683 total
includes taxes & fees
Nov 18 - Nov 19
Renovated 2BR Retreat / Modern Comforts Included
A dining area with a long table, four chairs, a chandelier, and a painting on the wall.

13. Spacious 2 Bedroom apartment close to Yale Bowl

Spacious 2 Bedroom apartment close to Yale Bowl
West New Haven
9.6 out of 10, Exceptional, (80 reviews)
"Clean, thoughtful, safe. Great stay"
United States
Daniel S.
The price is ￥18,024
￥33,344 total
includes taxes & fees
Nov 9 - Nov 10
Spacious 2 Bedroom apartment close to Yale Bowl
Private kitchen

14. The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry

The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry
Brooklawn - St. Vincent
The price is ￥20,728
￥53,773 total
includes taxes & fees
Oct 30 - Oct 31
The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry
A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

15. Stylish Westville Apartment near Yale Campus

Stylish Westville Apartment near Yale Campus
West New Haven
9.0 out of 10, Wonderful, (4 reviews)
"Great location, well organized space, well decorated. I loved that there were enough places to sit and be comfortable, many VRBO’s have tiny little sofas that are so uncomfortable, but this has proper furniture. The beds are very firm."
Canada
Alex C.
The price is ￥17,096
￥41,171 total
includes taxes & fees
Oct 26 - Oct 27
Stylish Westville Apartment near Yale Campus
A house with a front porch, a garage, and a well-maintained lawn.

16. Angelica’s safe haven @ west haven

Angelica’s safe haven @ west haven
West Haven
10.0 out of 10, Exceptional, (9 reviews)
"We had a great stay. Comfortable home with a large living room. Beds were great. "
United States
Jason V.
The price is ￥23,510
￥55,522 total
includes taxes & fees
Oct 26 - Oct 27
Angelica’s safe haven @ west haven
A modern kitchen with a dining area, large windows, and a TV displaying a streaming service.

17. The Perch in the Purchase -- Cozy, unique, and private

The Perch in the Purchase -- Cozy, unique, and private
Southbury
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful place. Very clean & welcoming "
United States
Chris
The price is ￥23,698
￥37,323 total
includes taxes & fees
Oct 28 - Oct 29
The Perch in the Purchase -- Cozy, unique, and private
A living room with a flat-screen TV mounted on the wall, a yellow armchair, a patterned rug, and various decorative items on shelves and side tables.

18. The Sicilian

The Sicilian
West New Haven
9.2 out of 10, Wonderful, (17 reviews)
"It was the perfect day and very convenient for our trip for our son’s graduation. Thank you for being so receptive and helpful."
United States
Michele B.
The price is ￥15,375
￥37,979 total
includes taxes & fees
Oct 26 - Oct 27
The Sicilian
A two-story house with a porch, a front door with a wreath, and a small garden area.

19. Bear Retreat - 2-bedroom house in Waterbury

Bear Retreat - 2-bedroom house in Waterbury
Waterbury
10.0 out of 10, Exceptional, (11 reviews)
"Perfect, spacious area. Super clean. Communication was great. Would definitely book here again."
United States
Radha
The price is ￥17,632
￥52,642 total
includes taxes & fees
Nov 1 - Nov 2
Bear Retreat - 2-bedroom house in Waterbury
A beach with people sunbathing and walking along the shore, a pier with a covered area, and buildings in the background.

20. Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train

Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
Fairfield
10.0 out of 10, Exceptional, (41 reviews)
"Great accommodations and perfect location for us. "
United States
Kim G.
The price is ￥32,443
￥89,767 total
includes taxes & fees
Oct 27 - Oct 28
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Monroe Hotel Reviews

Trumbull Marriott Shelton

Trumbull Marriott Shelton

10/10 Excellent
"Everything was great. But my husband is handicap and he had issues with the handicap shower. Everything was great beside the shower issue."
ESMERALDA 4-night trip
Posted 15 hours ago
Trumbull Marriott Shelton

Find out more about Monroe

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Look no further and take a look at our great range of rental properties in Monroe!

Frequently asked questions

Can I find a vacation rental in Monroe?

Yes, we have vacation rentals close to popular sights in Monroe, or you can select a more remote option if you're looking for a relaxing stay. Monroe is known for its parks.

What are some of the best vacation rentals in Monroe?

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed: Visitors like this Monroe vacation home rental. It offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What can I see and do in Monroe?

While exploring the area, visit family-friendly sights like SportsCenter of Connecticut, or get outside and enjoy nature at Housatonic River. Other places in town to visit include Monroe Plaza Shopping Center and Wolfe Park Tennis Center.

What are vacation rentals like in Monroe?

Vacation rentals are private properties you can book for several days or more in Monroe. Vacation rentals provide amenities such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for a family trip or a small group gathering.